KR900006311A - 5-치환된-3-푸르알데히드의 제조방법 - Google Patents
5-치환된-3-푸르알데히드의 제조방법 Download PDFInfo
- Publication number
- KR900006311A KR900006311A KR1019890014842A KR890014842A KR900006311A KR 900006311 A KR900006311 A KR 900006311A KR 1019890014842 A KR1019890014842 A KR 1019890014842A KR 890014842 A KR890014842 A KR 890014842A KR 900006311 A KR900006311 A KR 900006311A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- trimethylsilyl
- hydroxy
- electrophilic
- compound
- Prior art date
Links
- -1 5-substituted-3-furaldehyde Chemical class 0.000 title claims abstract 7
- WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 claims abstract 2
- AXSMTZCJJBPZAA-UHFFFAOYSA-N lithium;morpholin-4-ide Chemical compound [Li]N1CCOCC1 AXSMTZCJJBPZAA-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000000463 material Substances 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000005118 N-alkylcarbamoyl group Chemical group 0.000 claims 1
- 229920003189 Nylon 4,6 Polymers 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 claims 1
- 150000002118 epoxides Chemical class 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 239000012948 isocyanate Substances 0.000 claims 1
- 150000002513 isocyanates Chemical class 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- NEHPZXVWPQEZDM-UHFFFAOYSA-N purine-3-carbaldehyde Chemical compound O=CN1C=NC=C2N=CN=C12 NEHPZXVWPQEZDM-UHFFFAOYSA-N 0.000 claims 1
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 claims 1
- 125000004665 trialkylsilyl group Chemical group 0.000 claims 1
- AZVSIHIBYRHSLB-UHFFFAOYSA-N 3-furaldehyde Chemical compound O=CC=1C=COC=1 AZVSIHIBYRHSLB-UHFFFAOYSA-N 0.000 abstract 1
- 239000012039 electrophile Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
- C07D307/48—Furfural
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/0825—Preparations of compounds not comprising Si-Si or Si-cyano linkages
- C07F7/0827—Syntheses with formation of a Si-C bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/22—Tin compounds
- C07F7/2208—Compounds having tin linked only to carbon, hydrogen and/or halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyridine Compounds (AREA)
- Photoreceptors In Electrophotography (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US259225 | 1988-10-18 | ||
| US07/259,225 US4935530A (en) | 1988-10-18 | 1988-10-18 | Process for preparing 5-substituted-3-furaldehydes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR900006311A true KR900006311A (ko) | 1990-05-07 |
Family
ID=22984077
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019890014842A KR900006311A (ko) | 1988-10-18 | 1989-10-16 | 5-치환된-3-푸르알데히드의 제조방법 |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US4935530A (pt) |
| EP (1) | EP0365256B1 (pt) |
| JP (1) | JPH02164876A (pt) |
| KR (1) | KR900006311A (pt) |
| CN (1) | CN1023802C (pt) |
| AT (1) | ATE94552T1 (pt) |
| AU (1) | AU614474B2 (pt) |
| CA (1) | CA2000677A1 (pt) |
| DE (1) | DE68909166T2 (pt) |
| DK (1) | DK517889A (pt) |
| ES (1) | ES2044137T3 (pt) |
| FI (1) | FI894924A0 (pt) |
| HU (1) | HU204806B (pt) |
| IE (1) | IE63693B1 (pt) |
| IL (1) | IL91981A0 (pt) |
| NO (1) | NO172799C (pt) |
| NZ (1) | NZ231026A (pt) |
| PT (1) | PT92016B (pt) |
| ZA (1) | ZA897768B (pt) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5043457A (en) * | 1990-04-17 | 1991-08-27 | Allergan, Inc. | 2(5H)-furanones substituted in the 3 position, as Ca2+ channel antagonists and anti-inflammatory agents |
| US5082954A (en) * | 1987-06-08 | 1992-01-21 | Allergan, Inc. | Intermediates and processes for preparing 4-substituted 2-5(H)-furanones as anti-inflammatory agents |
| US5171863A (en) * | 1987-06-08 | 1992-12-15 | Allergan, Inc. | Intermediates for preparing 4-substituted 2-5(H)-furanones as anti-inflammatory agents |
| US5037811A (en) * | 1990-04-17 | 1991-08-06 | Allergan, Inc. | 4-(oxygen, sulfur or nitrogen substituted)-methyl 5-hydroxy-2(5H)-furanones as anti-inflammatory agents |
| US5322953A (en) * | 1987-06-08 | 1994-06-21 | Allergan, Inc. | 2-trialkylsilyl-3-furaldehydes |
| US5134128A (en) * | 1987-06-08 | 1992-07-28 | Allergan, Inc. | Anti-inflammatory furanones |
| US5045564A (en) * | 1988-12-07 | 1991-09-03 | Allergan, Inc. | Anti-inflammatory 2-furanones |
| US5112853A (en) * | 1989-11-20 | 1992-05-12 | Allergan, Inc. | Anti-inflammatory furanone compounds |
| US5258400A (en) * | 1989-11-20 | 1993-11-02 | Allergan, Inc. | Anti-inflammatory furanone compounds |
| US5183906A (en) * | 1991-04-30 | 1993-02-02 | Allergan, Inc. | 2- and 5-alkyl and phenyl substituted 4-(1-hydroxy, 1-acyloxy or 1-carbamoyloxy)-5-hydroxy-2 (5h)-furanones as anti-inflammatory agents |
| US5225571A (en) * | 1991-04-30 | 1993-07-06 | Allergan, Inc. | Substituted dihydroxy-bis-[5-hydroxy-2(5H)-furanone-4-yl]-alkanes as anti-inflammatory agents |
| US5169963A (en) * | 1991-08-30 | 1992-12-08 | Allergan, Inc. | Di-(5-hydroxy-2(5H)2-oxo-4-furyl)alkylmethyl-alpha,omega alkanedioates and N,N-bis-(5-hydroxy-2(5H)2-oxo-4-furyl)alkylmethyl-alpha,omega-dialkanoic acid amides as anti-inflammatory agents |
| US5171864A (en) * | 1991-08-30 | 1992-12-15 | Allergan, Inc. | Di-(5-hydroxy-2(5H)-2-oxo-4-furyl)methyl-alpha,omega alkane-dioates and N,N-bis-(5-hydroxy-2(5H)-2-oxo-4-furyl)methyl-alpha,omega-dialkanoic acid amides as anti-inflammatory agents |
| US5268387A (en) * | 1992-04-24 | 1993-12-07 | Allergan, Inc. | Pharmaceutical compositions and method for administering 3 and 4-substituted 2(5H)-furanones to a mammal for inhibiting bone loss |
| US5451686A (en) * | 1994-04-15 | 1995-09-19 | Allergan, Inc. | 3 and 5 alkyl and phenyl 4-(hydroxy or acyloxy)-alkyl substituted 2(5H)-furanones as anti-inflammatory agents |
| US5639468A (en) * | 1995-06-07 | 1997-06-17 | University Of Southern California | Method for reducing or preventing post-surgical adhesion formation using manoalide and analogs thereof |
| US7317116B2 (en) | 2004-12-10 | 2008-01-08 | Archer-Daniels-Midland-Company | Processes for the preparation and purification of hydroxymethylfuraldehyde and derivatives |
| US7393963B2 (en) * | 2004-12-10 | 2008-07-01 | Archer-Daniels-Midland Company | Conversion of 2,5-(hydroxymethyl)furaldehyde to industrial derivatives, purification of the derivatives, and industrial uses therefor |
| KR101463933B1 (ko) * | 2012-08-14 | 2014-11-26 | 한국과학기술원 | 5-치환된 또는 2,5-치환된 3-푸르알데히드 유도체의 제조방법 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4221585A (en) * | 1978-08-04 | 1980-09-09 | E. I. Du Pont De Nemours And Company | N-[(2,6-Dimethoxypyrimidin-4-yl)]aminocarbonyl benzene sulfonamides and their herbicidal compositions and methods of use |
| US4195026A (en) * | 1978-12-04 | 1980-03-25 | Iowa State University Research Foundation, Inc. | Substituted furans from butenolides |
| US4500520A (en) * | 1983-03-01 | 1985-02-19 | E. I. Du Pont De Nemours And Company | Antiinflammatory and/or analgesic silylfurans |
| ATE71839T1 (de) * | 1986-04-07 | 1992-02-15 | Upjohn Co | Anthelmintische acylhydrazone verfahren zur verwendung und zusammensetzungen. |
| GB8609452D0 (en) * | 1986-04-17 | 1986-05-21 | Ici Plc | Fungicides |
| CA1329390C (en) * | 1987-06-08 | 1994-05-10 | John N. Bonfiglio | Anti-inflammatory furanones |
-
1988
- 1988-10-18 US US07/259,225 patent/US4935530A/en not_active Expired - Lifetime
-
1989
- 1989-10-13 CA CA002000677A patent/CA2000677A1/en not_active Abandoned
- 1989-10-13 IL IL91981A patent/IL91981A0/xx not_active IP Right Cessation
- 1989-10-13 ZA ZA897768A patent/ZA897768B/xx unknown
- 1989-10-16 AT AT89310601T patent/ATE94552T1/de not_active IP Right Cessation
- 1989-10-16 ES ES89310601T patent/ES2044137T3/es not_active Expired - Lifetime
- 1989-10-16 KR KR1019890014842A patent/KR900006311A/ko not_active Application Discontinuation
- 1989-10-16 EP EP89310601A patent/EP0365256B1/en not_active Expired - Lifetime
- 1989-10-16 DE DE89310601T patent/DE68909166T2/de not_active Expired - Fee Related
- 1989-10-16 NZ NZ231026A patent/NZ231026A/en unknown
- 1989-10-17 IE IE333589A patent/IE63693B1/en not_active IP Right Cessation
- 1989-10-17 FI FI894924A patent/FI894924A0/fi not_active Application Discontinuation
- 1989-10-17 AU AU42968/89A patent/AU614474B2/en not_active Ceased
- 1989-10-17 PT PT92016A patent/PT92016B/pt not_active IP Right Cessation
- 1989-10-17 NO NO894133A patent/NO172799C/no unknown
- 1989-10-17 HU HU895337A patent/HU204806B/hu not_active IP Right Cessation
- 1989-10-18 CN CN89108793A patent/CN1023802C/zh not_active Expired - Fee Related
- 1989-10-18 JP JP1274778A patent/JPH02164876A/ja active Pending
- 1989-10-18 DK DK517889A patent/DK517889A/da not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| HU895337D0 (en) | 1990-01-28 |
| EP0365256A1 (en) | 1990-04-25 |
| NZ231026A (en) | 1991-05-28 |
| IE893335L (en) | 1990-04-18 |
| AU614474B2 (en) | 1991-08-29 |
| IL91981A0 (en) | 1990-07-12 |
| DK517889A (da) | 1990-04-19 |
| JPH02164876A (ja) | 1990-06-25 |
| NO172799B (no) | 1993-06-01 |
| NO894133L (no) | 1990-04-19 |
| AU4296889A (en) | 1990-05-10 |
| CN1042154A (zh) | 1990-05-16 |
| CA2000677A1 (en) | 1990-04-18 |
| HU204806B (en) | 1992-02-28 |
| DK517889D0 (da) | 1989-10-18 |
| ATE94552T1 (de) | 1993-10-15 |
| ES2044137T3 (es) | 1994-01-01 |
| FI894924A0 (fi) | 1989-10-17 |
| US4935530A (en) | 1990-06-19 |
| HUT51266A (en) | 1990-04-28 |
| DE68909166D1 (de) | 1993-10-21 |
| NO894133D0 (no) | 1989-10-17 |
| PT92016B (pt) | 1995-06-30 |
| DE68909166T2 (de) | 1994-02-10 |
| CN1023802C (zh) | 1994-02-16 |
| PT92016A (pt) | 1990-04-30 |
| NO172799C (no) | 1993-09-08 |
| ZA897768B (en) | 1990-07-25 |
| IE63693B1 (en) | 1995-05-31 |
| EP0365256B1 (en) | 1993-09-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |